(E)-1-[(1R,2R,11S)-14-[(3-acetyl-2,4,6-trihydroxy-5-methylphenyl)methyl]-7,9,15-trihydroxy-3,3,8,19,19-pentamethyl-16-[(E)-3-phenylprop-2-enoyl]-4,12,18-trioxapentacyclo[11.7.1.02,11.05,10.017,21]henicosa-5(10),6,8,13(21),14,16-hexaen-6-yl]-3-phenylprop-2-en-1-one

Details

• Internal ID: e17bd182-3823-4675-9176-486c5df8ebb2
• Taxonomy: Phenylpropanoids and polyketides > Diarylheptanoids > Linear diarylheptanoids
• IUPAC Name: (E)-1-[(1R,2R,11S)-14-[(3-acetyl-2,4,6-trihydroxy-5-methylphenyl)methyl]-7,9,15-trihydroxy-3,3,8,19,19-pentamethyl-16-[(E)-3-phenylprop-2-enoyl]-4,12,18-trioxapentacyclo[11.7.1.02,11.05,10.017,21]henicosa-5(10),6,8,13(21),14,16-hexaen-6-yl]-3-phenylprop-2-en-1-one
• SMILES (Canonical): CC1=C(C(=C(C(=C1O)C(=O)C)O)CC2=C(C(=C3C4=C2OC5C(C4CC(O3)(C)C)C(OC6=C5C(=C(C(=C6C(=O)C=CC7=CC=CC=C7)O)C)O)(C)C)C(=O)C=CC8=CC=CC=C8)O)O
• SMILES (Isomeric): CC1=C(C(=C(C(=C1O)C(=O)C)O)CC2=C(C(=C3C4=C2O[C@H]5[C@@H]([C@H]4CC(O3)(C)C)C(OC6=C5C(=C(C(=C6C(=O)/C=C/C7=CC=CC=C7)O)C)O)(C)C)C(=O)/C=C/C8=CC=CC=C8)O)O
• InChI: InChI=1S/C51H48O12/c1-24-40(55)29(44(59)34(26(3)52)41(24)56)22-30-45(60)37(33(54)21-19-28-16-12-9-13-17-28)47-35-31(23-50(4,5)62-47)39-49(61-46(30)35)38-43(58)25(2)42(57)36(48(38)63-51(39,6)7)32(53)20-18-27-14-10-8-11-15-27/h8-21,31,39,49,55-60H,22-23H2,1-7H3/b20-18+,21-19+/t31-,39+,49+/m0/s1
• InChI Key: ZCIBQLFYIVJGIQ-BYKXMVDLSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₁H₄₈O₁₂
• Molecular Weight: 852.90 g/mol
• Exact Mass: 852.31457696 g/mol
• Topological Polar Surface Area (TPSA): 200.00 Ų
• XlogP: 10.00
• Atomic LogP (AlogP): 9.69
• H-Bond Acceptor: 12
• H-Bond Donor: 6
• Rotatable Bonds: 9

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9606	96.06%
Caco-2	-	0.8557	85.57%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Mitochondria	0.6998	69.98%
OATP2B1 inhibitior	-	0.5697	56.97%
OATP1B1 inhibitior	+	0.7429	74.29%
OATP1B3 inhibitior	+	0.9250	92.50%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.9893	98.93%
P-glycoprotein inhibitior	+	0.7836	78.36%
P-glycoprotein substrate	+	0.5404	54.04%
CYP3A4 substrate	+	0.6832	68.32%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8370	83.70%
CYP3A4 inhibition	-	0.6291	62.91%
CYP2C9 inhibition	+	0.5000	50.00%
CYP2C19 inhibition	-	0.7642	76.42%
CYP2D6 inhibition	-	0.9195	91.95%
CYP1A2 inhibition	+	0.6511	65.11%
CYP2C8 inhibition	+	0.7654	76.54%
CYP inhibitory promiscuity	-	0.6717	67.17%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.5942	59.42%
Eye corrosion	-	0.9902	99.02%
Eye irritation	-	0.9001	90.01%
Skin irritation	-	0.7756	77.56%
Skin corrosion	-	0.9141	91.41%
Ames mutagenesis	+	0.5600	56.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8203	82.03%
Micronuclear	-	0.5600	56.00%
Hepatotoxicity	-	0.7571	75.71%
skin sensitisation	-	0.7297	72.97%
Respiratory toxicity	+	0.6444	64.44%
Reproductive toxicity	+	0.8222	82.22%
Mitochondrial toxicity	+	0.5750	57.50%
Nephrotoxicity	-	0.9052	90.52%
Acute Oral Toxicity (c)	III	0.5696	56.96%
Estrogen receptor binding	+	0.8350	83.50%
Androgen receptor binding	+	0.7999	79.99%
Thyroid receptor binding	+	0.5700	57.00%
Glucocorticoid receptor binding	+	0.7847	78.47%
Aromatase binding	+	0.6555	65.55%
PPAR gamma	+	0.7984	79.84%
Honey bee toxicity	-	0.7456	74.56%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	+	0.6149	61.49%
Fish aquatic toxicity	+	0.9825	98.25%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.19%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.22%	96.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	93.54%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.14%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.70%	95.56%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	91.22%	96.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.82%	97.09%
CHEMBL3401	O75469	Pregnane X receptor	89.48%	94.73%
CHEMBL5805	Q9NR97	Toll-like receptor 8	87.19%	96.25%
CHEMBL5028	O14672	ADAM10	87.17%	97.50%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	87.10%	95.50%
CHEMBL2581	P07339	Cathepsin D	82.11%	98.95%
CHEMBL221	P23219	Cyclooxygenase-1	81.47%	90.17%

Plants that contains it

• Adina racemosa
• Baileya multiradiata
• Eupatorium hyssopifolium
• Mallotus philippensis
• Maytenus horrida
• Miconia myriantha
• Onoseris lopezii
• Picea breweriana
• Populus grandidentata
• Symphyotrichum subulatum
• Virola elongata

Cross-Links

• PubChem: 102438612
• NPASS: NPC293944
• LOTUS: LTS0053712
• wikiData: Q105371119